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Inside+Out Editors Picks for the Best weekend Activities

What To Do in the Hudson Valley This Weekend Sep 1 – Sep 3

By inside + out | August 31, 2023

Happy Labor Day weekend! Hot-Air Balloons, Crafts Fairs 🎪 and more! The Hudson Valley has events for all ages this weekend 🌞 Take your pick below…


🎭 Hudson, Thur Aug 31st – Sun Sep 4th. The Hudson Eye Festival.
The Hudson Eye is an artist-driven 10-day annual public program and urban showcase, with a focus on dance, music, performance, film and visual art. Multiple venues, times and events. Info HERE.

🤹‍♀️ Chatham, Thur Aug 31st – Sun Sep 3rd, 8:00 PM – 9:30 PM. ANIMA by Noémie Goudal and Maelle Poesy.
An immersive multidisciplinary installation by French visual artist-photographer Noémie Goudal, theater director Maëlle Poésy, circus artist Chloé Moglia, and composer Chloé Thévenin, ANIMA sits at the crossroads of visual, photographic, musical, video, and scenic arts. Info HERE.

🪂 Union Vale, Fri Sep 1st – Sun Sep 3rd. 32nd Annual Hot-Air Balloon Festival.
Watch in awe as hot-air balloons fill the sky, morning to night, featuring amusement park rides, food trucks, craft beer, and wine. Info HERE.

🏺 New Paltz, Fri Sep 1st – Mon Sep 4th. Woodstock-New Paltz Art + Crafts Fall Show.
Explore talented artists and unique, hand-crafted art from the Hudson Valley + beyond. Info HERE.

⛰️ Belleayre, Fri Sep 1st., 6:00 PM – 9:00 PM. Free Music on the Belle.
Enjoy Alpine Rock, indulge in delicious food + drinks, take a scenic gondola ride above the Catskill Mountains, or try your hand at lawn games at Belleayre Mountain! Info HERE.

🌭 Catskill, Fri Sep 1st. First Fridays Catskill.
An ALL-DAY celebration of the community with extended hours, sips and snacks, pop-ups, discounts, music, and FUN on the FIRST FRIDAY of every month! Info HERE.

🎨 Kingston, Sat Sep 2nd. 1st Art Saturdays Kingston.
Galleries open their doors on the first Saturday of every month to receive the public to view the month’s new exhibition, sponsored by MAD Kingston. Info HERE.

🎸 Woodstock, Sat Sep 2nd, 3:00 PM. Spaghetti Eastern Music at Colony.
Check out the Beer Garden at Colony while Sal Cataldi plays his uniquely inspiring Spaghetti Eastern Music. It marries acid jazz-fueled guitar instrumentals with bare-bones acoustic ballads straight out of the Nick Drakes school. Info HERE.

🥁 Marlboro, Sat Sep 2nd, 7:30 PM. Live at The Falcon: The Parker Brothers Extravaganza.
It’s a brodeo round-up featuring an explosive night of drumming and music. Though this enormously talented musical family has played together often privately, it’s a rare occurrence for them all to perform together publicly on a single evening. Info HERE.

💃🏽 Beacon, Sat Sep 2nd, 8:00 PM. Howland Cultural Center Presents: FLAMENCODANZA!
An inspired, powerful and elegant show of Flamenco dance and guitar by international award winners, dancer Aylin Bayaz and guitarist Raúl Mannola. Info HERE.

🍇 Millbrook, Sat Sep 2nd + Sun Sep 3rd, 12:00 PM. Millbrook Vineyards & Winery Food Trucks.
Celebrate the weekend at the Taproom Terrace with ala carte, family-friendly menus from local food trucks or pick a picnic table down by the pond and bring your lawn chairs + blankets to set up on the lawn for the sunset. Plus, fine wines to pair! Info HERE.

🚜 Saugerties, Sat Sep 2nd, 10:00 AM – 2:00 PM. Farm Animal Day at Saugerties Farmers Market.
See and pet farm animals while exploring the weekend market! Info HERE.

🎷 Woodstock, Sun Sep 3rd, 11:00 AM – 6:00 PM. Bearsville Jazz + Art Festival 2023.
Enjoy three ensembles on the outside stage, fine art, bbq + cocktails, and colors of the season. Info HERE.

☘️ Kingston, Sun Sep 3rd, 11:00 AM – 9:00 PM. Hooley on the Hudson Irish Festival.
Celebrate Irish culture with three stages of Irish music, many food and craft vendors, and a full schedule of activities and entertainment for the whole family! FREE admission. Info HERE.

🌽 Hudson Valley Area, Check out the Hudson Valley Farmer’s Markets near YOU!
From year-round to seasonal markets, here’s your insider’s go-to Hudson Valley Farmer’s Markets. Info HERE.


👉 Know of more cool events happening in the Hudson Valley/Catskills area?
Leave them in the comments below.

Have a wonderful weekend from Inside+Out Upstate NY!

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